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Acryloyl Chloride: An Excellent Substrate for Cross-Metathesis. A One-Pot Sequence for the Synthesis of Substituted α,β-Unsaturated Carbonyl Derivatives

Laurent Ferrié, Samir Bouzbouz and Janine Cossy*

*Laboratoire de Chimie Organique ESPCI ParisTech, CNRS, 10 rue Vauquelin, 75231 Paris Cedex 05, France, Email: janine.cossyespci.fr

L. Ferrié, S. Bouzbouz, J. Cossy, Org. Lett., 2009, 11, 5446-5448.

DOI: 10.1021/ol9021386 (free Supporting Information)


Abstract

A very simple one-pot process involving a cross-metathesis between acryloyl chloride and a terminal olefin followed by the addition of a nucleophile allows the synthesis of various functionalized α,β-unsaturated carbonyl compounds in good yield.

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Regioselective Cross-Metathesis Reaction Induced by Steric Hindrance

S. BouzBouz, R. Simmons, J. Cossy, Org. Lett., 2004, 6, 3465-3467.


Key Words

Cross-Metathesis, α,β-unsaturated esters and amides


ID: J54-Y2009-3420